Alendronate sodium

Alendronate sodium Basic information
Product Name:Alendronate sodium
Synonyms:G-704650;Fosamsx;4-amino-1-hydroxy-1-phosphonobutyl phosphonic acid, monosodium, MK-217;Alendronate trihydrate sodium;P,P'-(4-Amino-1-hydroxybutylidene)bis-phosphonicacidmonosodiumsalt;Alendronate Sodium (200 mg);SodiuM Alendronate, EP;MonosodiuM Alendronate Trihydrate
CAS:121268-17-5
MF:C4H13NO7P2.3H2O.Na
MW:326.13
EINECS:601-766-4
Product Categories:Miscellaneous Biochemicals;REQUIP;Osteoporosis;Inhibitors;Miscellaneous Compounds;Phosphorylating and Phosphitylating Agents;All Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:121268-17-5.mol
Alendronate sodium Structure
Alendronate sodium Chemical Properties
Melting point 245°C
storage temp. -20°C
solubility water, double-distilled: 10 mg/mL
form solid
color white
Water Solubility Soluble in water at 10mg/ml
Merck 14,229
Stability:Store in freezer
InChIKeyNKENDYHBVCKCNL-UHFFFAOYSA-M
CAS DataBase Reference121268-17-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 26-36-60
WGK Germany 3
RTECS SZ6523500
HS Code 29310095
MSDS Information
ProviderLanguage
SigmaAldrich English
Alendronate sodium Usage And Synthesis
Chemical PropertiesWhite Crystalline Solid
OriginatorAdronat ,Neopharmed ,Italy
UsesAlendronate sodium trihydrate is used as a bone resorption inhibitor, farnesyl diphosphate synthase inhibitor and CD45 protein tyrosine phosphatase inhibitor. A robust inhibitor of bone resorption that induces apoptosis. Alendronate inhibits the migration and invasion of PC-3 cells (sc-2220) by interfering with the mevalonate pathway. Additionally, Alendronate, Sodium Salt is an inhibitor of CD45RC and MMP.
UsesA bisphosphonate used as a bone reabsoption inhibitor
Usesdopamine receptor agonist, antiParkinsonian
UsesInhibits bone resorption and increases bone density.
DefinitionChEBI: A hydride that is the trihydrate of alendronate sodium
Manufacturing Process4-Amino-1-hydroxybutylidene-1,1-diphosphonic acid (ABDT).
Orthosphophorous acid (102.7 g; 1.25 moles) is introduced into a 2 liter-flask with condenser, stirrer and dropping funnel, placed on a thermostatized bath; the air is then removed with a nitrogen stream which is continued during all the reaction. The acid is melted by heating the bath to 95°C. When melting is complete, 4-aminobutyric acid (103.3; 1 mole) is added under stirring which is continued till obtaining a doughy fluid. Phosphorous trihalide (176 ml; 2 moles) is added dropwise causing the mixture to boil and evolution of gaseous hydrochloric acid which is damped by means of a suitable trap. The addition rate is adjusted so as to keep a constant reflux for about 60 minutes. When the addition is nearly over, the mixture swells, slowly hardening. Stirring is continued as long as possible, whereafter the mixture is heated for further 3 hours. Without cooling, but removing the bath, water (300 ml) is added, first slowly and then quickly. Heating and stirring are started again. Decolorizing charcoal is added and the mixture is boiled for about 5 minutes, then hotfiltered on paper and the filtrate is refluxed for 6 hours. After cooling is slowly poured in stirred methanol (1500 ml) causing thereby the separation of a white solid which collected and dried (161 g; 64.6%). The structure of ABDT is confirmed by IR spectrum, proton magnetic and nuclear magnetic resonance spectrum and elemental analysis.
The sodium salt of this acid may be prepared by adding of equivalent of sodium hydroxide.

Brand nameFosamax (Merck).
Therapeutic FunctionAntiosteoporotic
General DescriptionAlendronate Sodium, an aminobisphosphonate compound, has been effectively used for the treatment of osteolysis, Paget′s disease and osteoporosis.
Biochem/physiol ActionsAlendronate sodium trihydrate is a bone resorption inhibitor; farnesyl diphosphate synthase inhibitor (IC50 = 460 nM); CD45 protein tyrosine phosphatase inhibitor.
Alendronate sodium Preparation Products And Raw materials
Raw materialsPhosphorus trichloride-->4-Aminobutyric acid-->Orthophosphorus acid-->Alendronic acid
Etidronate disodium Sodium benzoate Sodium risedronate Alendronate sodium Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid sodium ALTRENOGEST Ibandronate sodium monohydrate Folic acid 6-Aminocaproic acid Glycine Diclofenac sodium Alendronate sodium Sodium bicarbonate Sodium hydroxide Sodium chlorite Citric acid

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